EP0252690B1 - Plastifiants antistatiques - Google Patents

Plastifiants antistatiques Download PDF

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Publication number
EP0252690B1
EP0252690B1 EP87305881A EP87305881A EP0252690B1 EP 0252690 B1 EP0252690 B1 EP 0252690B1 EP 87305881 A EP87305881 A EP 87305881A EP 87305881 A EP87305881 A EP 87305881A EP 0252690 B1 EP0252690 B1 EP 0252690B1
Authority
EP
European Patent Office
Prior art keywords
formulation according
surfactant
antistatic
plasticiser
diester
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP87305881A
Other languages
German (de)
English (en)
Other versions
EP0252690A2 (fr
EP0252690A3 (en
Inventor
Paul Geoffrey Clutterbuck
Alan Stuart Wilson
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BP Chemicals Ltd
Original Assignee
BP Chemicals Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by BP Chemicals Ltd filed Critical BP Chemicals Ltd
Publication of EP0252690A2 publication Critical patent/EP0252690A2/fr
Publication of EP0252690A3 publication Critical patent/EP0252690A3/en
Application granted granted Critical
Publication of EP0252690B1 publication Critical patent/EP0252690B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/10—Esters; Ether-esters
    • C08K5/11—Esters; Ether-esters of acyclic polycarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/06—Ethers; Acetals; Ketals; Ortho-esters

Definitions

  • the present invention relates to an antistatic plasticiser for flexible, polar polymers such as plasticised polyvinyl chloride (PVC).
  • PVC plasticised polyvinyl chloride
  • polar polymers are those derived from monomers having dipole moments in the range required for compatibility with ester plasticisers.
  • Flexible polar polymers such as synthetic nitrile rubbers, polychloroprene, chlorosulphonated polyethylene and plasticised PVC are well known to accumulate static electricity charges under certain conditions. Static electricity charges can represent a potential hazard especially if such PVC products are to be used in e.g. coal mine conveyor belts, hospital flooring and safety footwear.
  • antistatic agents to reduce build-up of static charges and to promote charge dissipation in their products.
  • the antistatic agents commonly used are cationic, non-ionic or anionic in nature and generally fall under the following groups of materials: amides and amines; quaternary ammonium compounds; polyalkylene glycol derivatives; sulphates and sulphonates; and miscellaneous ethers and esters.
  • the present invention is a flexible polar polymer formulation
  • a flexible polar polymer formulation comprising a polar polymer and an antistatic plasticiser which comprises (i) a dicarboxylate ester derivable from a dicarboxylic acid and one or more hydroxy compounds of the general formula: R(OCH2CH2) n -OH wherein R is a C1-C4 alkyl group and n is an integer from 1-4, and (ii) a surfactant selected from an ethoxy alcohol and a monocarboxylic acid ester of a polyoxyethylene glycol.
  • the dicarboxylic acid component of the diester in the antistatic plasticiser is suitably an acid selected from succinic, adipic, glutaric, azelaic and sebacic acids, and is preferably adipic acid.
  • the hydroxy compound component of the diester in the antistatic plasticiser is suitably butoxyethoxy ethanol.
  • the preferred diester component of the antistatic plasticiser is dibutoxyethoxy ethyl adipate (DBEEA).
  • the diester component may be the sole plasticiser in the formulation or may be used in conjunction with other well known plasticiser esters such as e.g. dioctyl phthalate (DOP) which is a typical primary plasticiser component.
  • DOP dioctyl phthalate
  • the diester component is suitably present in the antistatic plasticiser in an amount of 40 to 95% w/w, preferably from 60 to 90% w/w with respect to the surfactant.
  • the surfactant is a monocarboxylic acid ester
  • it is preferably a polyoxyethylene glycol mono-carboxylate, especially polyoxyethylene glycol mono-oleate.
  • the polyethylene glycol moeity in the mono ester surfactant suitably has a molecular weight in the range of 350 to 460 which corresponds to between 8 and 10 oxyethylene units each molecule of the surfactant.
  • the surfactant is an ether in which the ethoxy function represents a monoethoxy or polyoxyethylene group.
  • a polyoxyethylene group it suitably has up to 10 oxyethylene groups, preferably from 2-5 oxyethylene groups.
  • the surfactant is a simple ethoxy alcohol
  • the alcohol moiety suitably has 1 to 20 carbon atoms and is a saturated, aliphatic monohydric alcohol.
  • the monohydric alcohol preferably has 4 to 15 carbon atoms.
  • Ethoxy-1-dodecanol ethoxy lauryl alcohol
  • polyoxyethylene-1-dodecanol and mixtures thereof are preferred.
  • the antistatic plasticiser is suitably present in the formulation in amounts from 10 to 80 parts, preferably from 10 to 50 parts per hundred parts of polar polymer resin (phr) in the formulation.
  • the antistatic plasticiser can be added to the formulation at any stage during the compounding of the formulation. It is, however, essential to ensure that the antistatic plasticiser is uniformly distributed throughout the mass of the formulation.
  • Typical flexible polar polymers which may be compounded with the antistatic plasticisers of the present invention include PVC, synthetic nitrile rubbers, polychloroprene and chlorosulphonated polyethylene.
  • the antistatic plasticisers of the present invention may contain in addition minor amounts of conventional additives such as antioxidants.
  • a set of PVC formulations were prepared as follows and then tested for their surface resistivity using a method described in BS 3289, 1982 Appendix H (20°C ⁇ 2°C, relative humidity 65% ⁇ 5%).

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Claims (10)

  1. Formulation de polymère polaire flexible, comprenant un polymère polaire et un plastifiant antistatique qui comprend (i) un ester dicarboxylique pouvant être dêrivé d'un acide dicarboxylique et d'un ou plusieurs composés hydroxyliques de formule générale :



            R(OCH₂CH₂)n-OH



    dans laquelle R est un groupe alkyle en C₁ à C₄, n est un nombre entier de 1 à 4, et (ii) un surfactant choisi entre un éthoxyalcool et un ester d'acide monocarboxylique d'un polyoxyéthylèneglycol.
  2. Formulation suivant la revendication 1, dans laquelle le composant acide dicarboxylique du diester (i) est un acide choisi entre les acides succinique, adipique, glutarique, azélaïque et sébacique.
  3. Formulation suivant la revendication 1 ou 2, dans laquelle le composé hydroxylique du diester (i) est un dibutoxyéthoxyéthanol.
  4. Formulation suivant l'une quelconque des revendications précédentes, dans laquelle le diester (i) est l'adipate de dibutoxyéthyle.
  5. Formulation suivant l'une quelconque des revendications précédentes, dans laquelle le diester (i) est présent dans le plastifiant antistatique en une quantité de 40 à 95 % en poids/poids par rapport au surfactant (ii).
  6. Formulation suivant l'une quelconque des revendications précédentes, dans laquelle le groupement polyoxyéthylèneglycol du surfactant monoester (ii) a un poids moléculaire compris dans la plage de 350 à 460.
  7. Formulation suivant l'une quelconque des revendications précédentes, dans laquelle le surfactant (ii) est un mono-oléate de polyoxyéthylèneglycol.
  8. Formulation suivant l'une quelconque des revendications 1 à 5 précédentes, dans laquelle le surfactant (ii) est un éthoxyalcool dont la portion alcool a 1 à 20 atomes de carbone.
  9. Formulation suivant la revendication 8, dans laquelle le surfactant (ii) est choisi entre l'éthoxy-1-décanol, un polyoxyéthylène-1-décanol et leurs mélanges.
  10. Formulation suivant l'une quelconque des revendications précédentes, dans laquelle le plastifiant antistatique est présent en une quantité de 10 à 80 parties pour 100 parties de la résine polaire.
EP87305881A 1986-07-09 1987-07-02 Plastifiants antistatiques Expired - Lifetime EP0252690B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB868616690A GB8616690D0 (en) 1986-07-09 1986-07-09 Antistatic plasticisers
GB8616690 1986-07-09

Publications (3)

Publication Number Publication Date
EP0252690A2 EP0252690A2 (fr) 1988-01-13
EP0252690A3 EP0252690A3 (en) 1989-05-31
EP0252690B1 true EP0252690B1 (fr) 1992-08-12

Family

ID=10600774

Family Applications (1)

Application Number Title Priority Date Filing Date
EP87305881A Expired - Lifetime EP0252690B1 (fr) 1986-07-09 1987-07-02 Plastifiants antistatiques

Country Status (4)

Country Link
EP (1) EP0252690B1 (fr)
JP (1) JPS6366260A (fr)
DE (1) DE3781053T2 (fr)
GB (1) GB8616690D0 (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PH25823A (en) * 1987-07-22 1991-11-05 Sherex Chem Anti-stat for polyvinyl chloride polymers
GB2229444B (en) * 1989-01-26 1992-10-21 Armstrong World Ind Inc Surface covering materials
DE10065058A1 (de) * 2000-12-27 2002-07-11 Sasol Germany Gmbh Alkoxylierte Alkohole als Weichmacher für Polyvinylacetat-Kuststoffe
CN119060471B (zh) * 2024-10-08 2026-03-06 南京工业大学 一种抗静电增塑聚氯乙烯透明弹性薄膜及其制备方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1079832B (de) * 1958-06-23 1960-04-14 Bayer Ag Weichgemachte, antistatische Polyvinylchloridformmassen
CS224799B1 (cs) * 1982-07-12 1984-01-16 Maria Pappova Zaesi na báze polyvinylchloridu

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, vol. 103, 1985, page 41, no. 54989t, Columbus, Ohio, US; & CS-A-224 799 (M. PAPPOVA et al.) 01-09-1984 *

Also Published As

Publication number Publication date
EP0252690A2 (fr) 1988-01-13
EP0252690A3 (en) 1989-05-31
DE3781053T2 (de) 1992-12-17
DE3781053D1 (de) 1992-09-17
GB8616690D0 (en) 1986-08-13
JPS6366260A (ja) 1988-03-24

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